1,8-Diazabicyclo(5.4.0)undec-7-ene → 4H-Pyrano(2,3-b)pyridine, 6-bromo-2-(3,4-dichlorophenyl)-

HRID 280192Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 280192
[Br:1][C:2]1[CH:3]=[C:4]2[CH:11]=[CH:10][CH:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=3)[O:8][C:5]2=[N:6][CH:7]=1.N12CCCN=C1CCCCC2>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]2[CH2:11][CH:10]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=3)[O:8][C:5]2=[N:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 5149096-bromo-2-(3,4-dichlorophenyl)-2H-pyrano[2,3-b]pyridine

Produkt 1

HCID 5149104H-Pyrano(2,3-b)pyridine, 6-bromo-2-(3,4-dichlorophenyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 2.9 g of 6-bromo-2-(3,4-dichlorophenyl)-2H-pyrano[2,3-b]pyridine in 40 ml of tetrahydrofuran was added 0.5 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene. After 1 hour at 25° C., the reaction mixture was partitioned between ethyl acetate and aqueous saturated ammonium chloride solution. The ethyl acetate layer was dried over magnesium sulfate and the solvent was evaporated to leave a solid residue. This was recrystallized from ethanol to give 6-bromo-2-(3,4-dichlorophenyl)-4H-pyrano[2,3-b]pyridine melting at about 138°-139.5° C.

Aufarbeitung

  1. customthe reaction mixture was partitioned between ethyl acetate and aqueous saturated ammonium chloride solution
  2. dry with materialThe ethyl acetate layer was dried over magnesium sulfate
  3. customthe solvent was evaporated
  4. customto leave a solid residue
  5. customThis was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-eafa897dc1514dfeadaa3a24cf00cebe
Quelldatensatz
uspto-grants-1986_05
Patentnummer
US04588733

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